[(3aR,4R,5E,11aS)-6-methyl-3,10-dimethylidene-2,9-dioxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-4-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: c7731800-86e1-4d0a-82ff-07f79253dbf7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(3aR,4R,5E,11aS)-6-methyl-3,10-dimethylidene-2,9-dioxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-4-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C20H24O5/c1-6-12(3)19(22)24-16-9-11(2)7-8-15(21)13(4)10-17-18(16)14(5)20(23)25-17/h6,9,16-18H,4-5,7-8,10H2,1-3H3/b11-9+,12-6-/t16-,17+,18+/m1/s1
• InChI Key: WCTVCSTUKQFAEX-XPFNQZCQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.16237386 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9913	99.13%
Caco-2	+	0.6099	60.99%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6024	60.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8832	88.32%
OATP1B3 inhibitior	+	0.8421	84.21%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6259	62.59%
P-glycoprotein inhibitior	-	0.5137	51.37%
P-glycoprotein substrate	-	0.8278	82.78%
CYP3A4 substrate	+	0.5990	59.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9057	90.57%
CYP3A4 inhibition	-	0.7261	72.61%
CYP2C9 inhibition	-	0.8878	88.78%
CYP2C19 inhibition	-	0.7856	78.56%
CYP2D6 inhibition	-	0.9452	94.52%
CYP1A2 inhibition	+	0.6537	65.37%
CYP2C8 inhibition	-	0.7015	70.15%
CYP inhibitory promiscuity	-	0.9033	90.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6577	65.77%
Eye corrosion	-	0.9283	92.83%
Eye irritation	-	0.7892	78.92%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7197	71.97%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.8348	83.48%
skin sensitisation	-	0.7633	76.33%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.8711	87.11%
Acute Oral Toxicity (c)	III	0.4556	45.56%
Estrogen receptor binding	-	0.5895	58.95%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5605	56.05%
Glucocorticoid receptor binding	+	0.6367	63.67%
Aromatase binding	-	0.6722	67.22%
PPAR gamma	+	0.5601	56.01%
Honey bee toxicity	-	0.7057	70.57%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9942	99.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.51%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.38%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.67%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.05%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.89%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.91%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	83.12%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.34%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.00%	95.50%

Plants that contains it

• Gonospermum gomerae

Cross-Links

• PubChem: 25180122
• LOTUS: LTS0220948
• wikiData: Q105302083